Vacation Rentals in Monroe County

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Top Cities in Monroe County

Our top choices for Monroe County vacation rentals

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (348 reviews)
"Very nice, clean and cozy, with the deers walking around."
United States
Sofia
$220 nightly
The price is $248
Jun 23 - Jun 24
Total with taxes and fees
Old Wooden Bridge Resort and Marina

Yacht Haven Marina

Yacht Haven Marina
3.5 star property
Marathon
9.6 out of 10, Exceptional, (327 reviews)
"We love the accommodations and ability to cook with a full kitchen."
United States
Cheryl
$270 nightly
The price is $304
Jun 30 - Jul 1
Total with taxes and fees
Yacht Haven Marina

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (158 reviews)
"Amazing stay!"
United States
Amanda
$252 nightly
The price is $284
Jun 24 - Jun 25
Total with taxes and fees
Treasure Harbor

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,204 reviews)
"Great view of the 7 mile bridge, great restaurant close by"
United States
Eric
$108 nightly
The price is $119
Jun 29 - Jun 30
Total with taxes and fees
Knight's Key Suites

Caloosa Cove Resort by CoolVacay

Caloosa Cove Resort by CoolVacay
3.0 star property
Matecumbe
9.6 out of 10, Exceptional, (5 reviews)
"Easy check in if you come After business hours. Kayaks and sport equipment available. Has a small beach which is unique to the Keys. Pool pretty much vacant at all times. Great views. Highly recommend."
United States
Dana
$201 nightly
The price is $226
Jun 23 - Jun 24
Total with taxes and fees
Caloosa Cove Resort by CoolVacay

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (700 reviews)
"Enjoyed this place."
United States
Christopher
$140 nightly
The price is $157
Jul 1 - Jul 2
Total with taxes and fees
Breezy Palms Resort

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (981 reviews)
"It was a very enjoyable stay, highly recommend."
United States
Andrea
$110 nightly
The price is $124
Jun 22 - Jun 23
Total with taxes and fees
Tropical Cottages

Aqua Lodge Rentals At Coconut Cay

Aqua Lodge Rentals At Coconut Cay
3.5 star property
Marathon
9.6 out of 10, Exceptional, (225 reviews)
"Cleanness relaxing location, nice views, good air conditioning"
United States
Hakan
$305 nightly
The price is $344
Jun 30 - Jul 1
Total with taxes and fees
Aqua Lodge Rentals At Coconut Cay

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (188 reviews)
"Beautiful location, quick reply when you contact them. The bar and restaurant were so nice!! We would definitely stay again. "
United States
Stacy
$232 nightly
The price is $261
Jun 25 - Jun 26
Total with taxes and fees
Aqua Lodges at Hurricane Hole Marina

Florida Keys Getaway - Slps 4 - Ocean View

Florida Keys Getaway - Slps 4 - Ocean View
Tavernier
9.8 out of 10, Exceptional, (32 reviews)
"A comfortable little condo, conveniently located for exploring the Keys. There’s a nice pool and small beach area with a bar/restaurant that are well maintained."
United States
Stephen
$301 nightly
The price is $333
Jul 7 - Jul 8
Total with taxes and fees
Florida Keys Getaway - Slps 4 - Ocean View

Skipjack Resort & Marina

Skipjack Resort & Marina
3.0 star property
Marathon
8.6 out of 10, Excellent, (1,272 reviews)
"I love the staff, really helping me when we need The place is excellent location, the bungalow was in pristine condition, and the area outside was wonderful"
United States
Ysabel
$195 nightly
The price is $220
Jun 23 - Jun 24
Total with taxes and fees
Skipjack Resort & Marina

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Tavernier
10.0 out of 10, Exceptional, (115 reviews)
"Everything was wonderful! We enjoyed our stay very much. "
United States
Colleen D.
$394 nightly
The price is $438
Jun 22 - Jun 23
Total with taxes and fees
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort
2.5 star property
Marathon
9.2 out of 10, Wonderful, (140 reviews)
"This was the perfect place, right on the ocean and a full kitchen so you can cook your own meals. The room was very clean, I loved that they had a laundry basket and laundry detergent in the room for you, came in handy seeing as we stayed for 7 days. Amazing place to watch the sunset from a hammock and we got lucky enough to see some nurse sharks at the docks right outside of our hotel."
United States
Andrew Jackson
$220 nightly
The price is $247
Jul 12 - Jul 13
Total with taxes and fees
Bluegreen Vacations Hammocks at Marathon, Ascend Collection Resort

Paradise in Key Largo, FL

Paradise in Key Largo, FL
Key Largo
9.8 out of 10, Exceptional, (72 reviews)
"Clean, comfortable place. The RV park very nice. Great place to use as base for exploring upper keys with your dog."
United States
andrea k.
$263 nightly
The price is $292
Jun 25 - Jun 26
Total with taxes and fees
Paradise in Key Largo, FL

Cottage with Pool and Boat Dockage just minutes to Key West!

Cottage with Pool and Boat Dockage just minutes to Key West!
Cudjoe Key
8.6 out of 10, Excellent, (166 reviews)
"Quite location, nice amenities and directions for check in/out were clear."
United States
Kasey M.
$246 nightly
The price is $272
Jun 22 - Jun 23
Total with taxes and fees
Cottage with Pool and Boat Dockage just minutes to Key West!

SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!
Old Town Key West
9.8 out of 10, Exceptional, (132 reviews)
"Great place to stay"
United States
walter l.
$266 nightly
The price is $295
Jun 23 - Jun 24
Total with taxes and fees
SUGAR PALM STUDIO ~ Adult Only Studio w/ Community Pool & Close to Town!

Ocean Front with Dock, Key Largo, FL., Pirate's Cove

Ocean Front with Dock, Key Largo, FL., Pirate's Cove
Key Largo
9.6 out of 10, Exceptional, (113 reviews)
"This was our 3rd yr in a row staying at Pirates Cove. And we will be back for our 4th time in March 2027! The place is very clean & beautiful. The kayaks & 2 person Hammock were great amenities to have/use. The fishing was amazing right from our dock! "
United States
Katherine M H.
$348 nightly
The price is $387
Jul 1 - Jul 2
Total with taxes and fees
Ocean Front with Dock, Key Largo, FL., Pirate's Cove

Anchorage Resort & Yacht Club

Anchorage Resort & Yacht Club
3.0 star property
Key Largo
8.8 out of 10, Excellent, (337 reviews)
"It was nice! Difficulty getting in but they weee fast to answer and solve problem. Very nice place will be back !"
United States
Maggie
$230 nightly
The price is $259
Jun 22 - Jun 23
Total with taxes and fees
Anchorage Resort & Yacht Club

Amazing Ocean view condo

Amazing Ocean view condo
Tavernier
9.6 out of 10, Exceptional, (50 reviews)
"Unit was really nice. The only complaint was the pillows were the worst we have ever used anywhere. We did find a pillow in the closet that was a little less lumpy but very stained. The pool does get very crowded. The beach area is really cute but smelled pretty bad. Overall a great place!"
United States
joleen s.
$332 nightly
The price is $369
Jun 30 - Jul 1
Total with taxes and fees
Amazing Ocean view condo

Waterfront Home

Waterfront Home
Cudjoe Key
8.8 out of 10, Excellent, (187 reviews)
"Clean, great view, wonderful porch, comfortable bed"
United States
Karen H.
$360 nightly
The price is $399
Jun 23 - Jun 24
Total with taxes and fees
Waterfront Home
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Monroe County Hotel Reviews

Find out more about Monroe County

Discover your perfect Monroe County vacation rental with Expedia

How many vacation rentals are available in Monroe County?


Expedia has plenty of vacation rentals to choose from in and around  Monroe County, so you’re guaranteed to find the right one for you. 


How much is a vacation rental in Monroe County?


The selection of Monroe County vacation rentals we have selected for you start as low as $119 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Monroe County?


Vacation rentals in Monroe County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Monroe County vacation rentals to suit everyone. 


Why should I choose a vacation rental in Monroe County?


Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Monroe County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. 


How do I find the best deal on a vacation rental in Monroe County?


Find vacation rentals in Monroe County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Monroe County.  


What amenities are available in a vacation rental in Monroe County?


The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Monroe County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Monroe County?   


Everytime is a great time to head to Monroe County! Staying in a Monroe County vacation rentals you will always find lots going on to keep you entertained. 


Why book a vacation rental with Expedia?


Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Monroe County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Monroe County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Monroe County, you can save even more.


Can I cancel my vacation rental through Expedia?  


Yes, you can cancel or change your Monroe County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.